Enhancement of the pi-electron delocalization and fluorescence efficiency of 1,6-diphenyl-1,3,5-hexatriene by covalent rigidification

Authors
Jousselme, B Blanchard, P Frere, P Roncali, J
Citation
B. Jousselme et al., Enhancement of the pi-electron delocalization and fluorescence efficiency of 1,6-diphenyl-1,3,5-hexatriene by covalent rigidification, TETRAHEDR L, 41(26), 2000, pp. 5057-5061
Citations number
15
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
26
Year of publication
2000
Pages
5057 - 5061
Database
ISI
SICI code
0040-4039(20000624)41:26<5057:EOTPDA>2.0.ZU;2-P
Abstract
Bridged 1,6-diphenyl-1,3,5-hexatrienes were prepared from 1-indanone by suc cessive Robinson annulation and McMurry coupling reaction. Rigidification p roduces a decrease in oxidation potential and HOMO-LUMO gap, and a consider able enhancement of fluorescence quantum yield compared to the open-chain a nalog. (C) 2000 Elsevier Science Ltd. All rights reserved.